O-Methyl-dibenzylketoxim | 2913-02-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: O-Methyl-dibenzylketoxim
• 英文别名: N-methoxy-1,3-diphenylpropan-2-imine
• CAS: 2913-02-2
• 化学式: C₁₆H₁₇NO
• 分子量: 239.317
• InChiKey: VHVWMTBUGRJVAH-UHFFFAOYSA-N

物化性质

• 沸点：
  367.2±45.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  O-Methyl-dibenzylketoxim 、 Diphenyl-methyl-caesium 生成 1,3-Diphenylacetone O-methyloxime Cs(1+) salt
  参考文献：
  名称：

  CIULA, JAMES C.;STREITWIESER, ANDREW, J. ORG. CHEM., 56,(1991) N, C. 1989-1993

  摘要：

  DOI：
• 作为产物：
  描述：

  甲氧基胺盐酸盐 、 二苄基甲酮 在 吡啶 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 O-Methyl-dibenzylketoxim
  参考文献：
  名称：

  Carbon acidity. 79. Acidity of enolate equivalent compounds: oxime ethers

  摘要：

  A series of benzylic oxime ethers were synthesized (CH3ON = C(CH2Ar)2, Ar = phenyl (1), 4-biphenylyl (2), 1-naphthyl (3)), and the equilibrium ion pair acidities in THF were determined. The lithium ion pair acidity of 1 was found to be approximately 5 pK units lower than the corresponding cesium ion pair acidity. The oxime ethers are approximately 10 orders of magnitude less acidic than their corresponding ketones for cesium ion pairs. Thermodynamic parameters for the equilibrium acidities were measured and are consistent for contact ion pair monomers being the important species in solution. An aggregation study also indicates that these cesium oxime ether enolates exist mainly as ion pair monomers. The role of the gegenion in the stability of oxime ether anions is discussed.

  DOI：

  10.1021/jo00006a007

文献信息

• RUBBER COMPOSITION AND VULCANIZATION AID
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20170130028A1

  公开（公告）日：2017-05-11

  A rubber composition comprising a compound having one or more groups represented by formula (X) and a rubber component is provided. wherein ring W 1 represents a cyclic group having at least one selected from the group consisting of —C(═O)— and —C(═S)—; N 10 represents a nitrogen atom; the at least one selected from the group consisting of —C(═O)— and —C(═S)— in the ring W 1 and N 10 are conjugated; and Z 1 represents —O— or —S—.

  提供一种橡胶组合物，包括具有一个或多个由式（X）表示的基团和橡胶组分，其中环W1代表具有至少一种从羰基和硫代基组成的群中选出的环；N10代表氮原子；环W1和N10中所选的至少一种从羰基和硫代基组成的群是共轭的；Z1代表氧或硫。
• Aziridine formation by reduction of ketoximes with lithium aluminium hydride
  作者：K. Kotera、Y. Matsukawa、H. Takahashi、T. Okada、K. Kitahonoki

  DOI：10.1016/s0040-4020(01)96350-1

  日期：1968.1

  The reduction of dibenzylketoxime (Ia) with LAH in boiling THF gave cis-2-phenyl-3-benzyl-aziridine (IIa) in excellent yield, together with a small amount of the expected primary amine, 2-amino-1,3-diphenylpropane (III). The LAD reduction of Ia was carried out and the position of deuterium introduced was based on the NMR data. The O-substituted derivatives of Ia, such as O-Me, O-acetyl and O-tosyl

  在沸腾的THF中用LAH还原二苄基酮肟（Ia），以极好的收率得到顺式-2-苯基-3-苄基氮丙啶（IIa），以及少量预期的伯胺2-氨基-1,3-二苯丙烷（III）。进行LA的Ia的LAD还原，并且基于NMR数据引入氘的位置。用LAH将Ia的O-取代的衍生物，例如O-Me，O-乙酰基和O-甲苯磺酰基衍生物（Ib，Ic和ID）也以几乎相同的收率（除了Id以外）还原为氮丙啶IIa。
• Rubber composition and vulcanization aid
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US10287419B2

  公开（公告）日：2019-05-14

  A rubber composition comprising a compound having one or more groups represented by formula (X) and a rubber component is provided. wherein ring W1 represents a cyclic group having at least one selected from the group consisting of —C(═O)— and —C(═S)—; N10 represents a nitrogen atom; the at least one selected from the group consisting of —C(═O)— and —C(═S)— in the ring W1 and N10 are conjugated; and Z1 represents —O— or —S—.

  提供了一种橡胶组合物，该组合物由具有一个或多个由式 (X) 表示的基团的化合物和橡胶成分组成。 其中环 W1 代表环状基团，该环状基团至少有一个选自-C(═O)- 和-C(═S)- 组成的组；N10 代表氮原子；环 W1 和 N10 中至少一个选自-C(═O)- 和-C(═S)- 组成的组是共轭的；Z1 代表-O- 或-S-。
• CIULA, JAMES C.;STREITWIESER, ANDREW, J. ORG. CHEM., 56,(1991) N, C. 1989-1993
  作者：CIULA, JAMES C.、STREITWIESER, ANDREW

  DOI：——

  日期：——
• Carbon acidity. 79. Acidity of enolate equivalent compounds: oxime ethers
  作者：James C. Ciula、Andrew Streitwieser

  DOI：10.1021/jo00006a007

  日期：1991.3

  A series of benzylic oxime ethers were synthesized (CH3ON = C(CH2Ar)2, Ar = phenyl (1), 4-biphenylyl (2), 1-naphthyl (3)), and the equilibrium ion pair acidities in THF were determined. The lithium ion pair acidity of 1 was found to be approximately 5 pK units lower than the corresponding cesium ion pair acidity. The oxime ethers are approximately 10 orders of magnitude less acidic than their corresponding ketones for cesium ion pairs. Thermodynamic parameters for the equilibrium acidities were measured and are consistent for contact ion pair monomers being the important species in solution. An aggregation study also indicates that these cesium oxime ether enolates exist mainly as ion pair monomers. The role of the gegenion in the stability of oxime ether anions is discussed.